| Identification | Back Directory | [Name]
DL-NORPHENYLEPHRINE HYDROCHLORIDE | [CAS]
4779-94-6 | [Synonyms]
WV 569 Vingsal Coritat Energona Esbuphon Stagural Tonolift Molycor R NSC 100733 NSC 297582 norfenefrin Depot-Novadral TIMTEC-BB SBB000279 m-octopaminehydrochloride nofenefrine hydrochloride norphenephrinehydrochloride dl-Norfenefrine hydrochloride NORPHENYLEPHRINE HYDROCHLORIDE (+/-)-NORPHENYLEPHRINE HYDROCHLORIDE α-(AMinoMethyl)-3-hydroxybenzeneMethanol M-HYDROXYPHENYLAMINOETHANOL HYDROCHLORIDE (+/-)-NORPHENYLEPHRINE HYDROCHLORIDE, 98 % 3-(2-aMino-1-hydroxyethyl)phenol hydrochloride Phenylephrine, Neosynephrine, Neophyrin, Mesaton 1-(m-Hydroxyphenyl)-2-aminoethanol hydrochloride 2-Amino-1-(3-hydroxyphenyl)ethanol hydrochloride A-AMINOMETHYL-M-HYDROXYBENZYLALCOHOL HYDROCHLORIDE α-aminomethyl-3-hydroxybenzyl alcohol hydrochloride alpha-aminomethyl-3-hydroxy-benzylalcohohydrochloride α-Aminomethyl-4-hydroxybenzyl alcohol hydrochloride alpha-(aminomethyl)-3-hydroxy-benzenemethanohydrochloride Phenylephrine Impurity A HCl (racemic Norphenylephrine HCl) rac Norphenylephrine Hydrochloride
(Phenylephrine Impurity A) Benzenemethanol, a-(aminomethyl)-3-hydroxy-, hydrochloride (9CI) Benzyl alcohol, a-(aminomethyl)-m-hydroxy-, hydrochloride (6CI, 8CI) | [EINECS(EC#)]
225-323-6 | [Molecular Formula]
C8H12ClNO2 | [MDL Number]
MFCD00012879 | [MOL File]
4779-94-6.mol | [Molecular Weight]
189.64 |
| Chemical Properties | Back Directory | [Appearance]
white to almost white crystalline powder | [Melting point ]
162-164 °C(lit.)
| [storage temp. ]
-20°C Freezer, Under Inert Atmosphere | [solubility ]
DMSO (Slightly), Methanol (Slightly), Water (Slightly) | [form ]
Solid | [color ]
White to Off-White | [Merck ]
14,6699 | [InChI]
1S/C8H11NO2.ClH/c9-5-8(11)6-2-1-3-7(10)4-6;/h1-4,8,10-11H,5,9H2;1H | [InChIKey]
OWMFSWZUAWKDRR-UHFFFAOYSA-N | [SMILES]
Cl.NCC(O)c1cccc(O)c1 |
| Questions And Answer | Back Directory | [Preparation]
100 parts of m-hydroxy-ω-aminoacetophenone hydrochloride (the addition product in acid solution of brominated m-acetoxyacetophenone, obtained by reacting bromoacetophenone with sodium iodide, followed by the addition of hexamethylenetetramine in a neutral solvent) with hydrogen gas in an aqueous solution in the presence of 2 parts palladium catalyst were shaken until hydrogen gas in a 2 atomic ratio was absorbed. The catalyst was then filtered and the filtrate was evaporated under vacuum. The completely dried residue was dissolved in anhydrous ethanol, and anhydrous diethyl ether was added to produce a precipitate. The resulting DL-NORPHENYLEPHRINE HYDROCHLORIDE forms white crystals with a melting point of 159°C to 160°C. |
| Hazard Information | Back Directory | [Chemical Properties]
white to almost white crystalline powder | [Uses]
Impurity A of phenylephrine. A phenylephrine derivative as leukotriene D4 antagonists. | [Originator]
Zordel,Grelan,Japan,1970 | [Definition]
ChEBI: Norfenefrine hydrochloride is a member of phenols. | [Manufacturing Process]
100 parts of the hydrochloride of meta-hydroxy-ω-aminoacetophenone of melting point 220°C to 222°C (obtainable by brominating metaacetoxyacetophenone, causing the bromoketone to react with sodium iodide, adding hexamethylenetetramine to the iodide in an indifferent solvent and scission of the addition product in acid solution) are shaken in aqueous solution with hydrogen in presence of 2 parts of palladium catalyst until 2 atomic proportions of hydrogen have been absorbed. The catalyst is now filtered and the filtrate evaporated in a vacuum; and the crystalline and completely dry residue is dissolved in absolute alcohol and a precipitate is produced by adding dry ether. The hydrochloride of metahydroxyphenylethanolamine thus obtained forms white crystals of melting point 159°C to 160°C.
| [Therapeutic Function]
Adrenergic |
| Safety Data | Back Directory | [Symbol(GHS) ]
 GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302 | [Precautionary statements ]
P301+P312+P330 | [Hazard Codes ]
Xn | [Risk Statements ]
22 | [WGK Germany ]
3
| [RTECS ]
DN7400000
| [HS Code ]
2922504500 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral | [Toxicity]
LD50 oral in rat: 390mg/kg |
|
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